Oil soluble cationic textile antistatic agent



solubilized cationic surface United States Patent filice GeorgeD. Jelferson lKennett; Square, Pa.,; and Allen" V. .-.Riley,' Jr., New Castle, Del., assignorsto-Atlas Powder =CmPa y;

Wilmington, Del.-,- a corporation of Delaware N0 Drawing. Application March 22, 1951, Serial No. 217,067

17' Claims. (Cl. ,2528.7)

The present invention; relates to of matter. Morespecificaily itrelatesto a novel textile treating composition.

It is an object of the present invention to provide an oil base, anti-static finish for textiles.

It is. another object of the present invention to provide a textile treating composition for; containing. an oil active agent.

It is a further object of vide textiles which are rendered anti-statics by application thereto of an oil containing a cationic surface active agent, solubilized therein.

These and other objects will become apparent in the course of the following specification and claims.

cords, threads, yarns, pellicles, filaments, fabrics and the like to autohandling operations is of extreme importance in the manufacture of textiles. Modern high speed mach'nery technique requires a feed of appropriate, ch

Thus, yarn which tends the accumulation of static charg is entirely unsatlsfactory' for operations such processed is another factor of prime, importance in textile machine operations. fibers, felts, cords, threads, yarns, pellicles, continuous filaments, fabrics or other, it isne'cessary'that'theim ternal and external abrasive and frictional-tendencies of the particles toward one another and toward the surfaces the above formula, the components suggested in Table I. TABLE I R Lower Alkyl Undecyl Methyl Ethyl Amy] Halide N itrato Phosphate Alkylsulfate Cyanide Acetate -Beng0ate Citrate Tartrate a novel composition 2,695,270 Patented Nov. 23, 1954 2 p y the w dicalis meant the-mixture of aliphatic hydrocarbon radicals obtainable by changing *CQOH to .TCI-lze-in themixture of fatty acids occurringas g glyceridesinisoyabeanoil. ,I t-is-obvious that .derivative s of .other mixed fatty'acids obtainedffrom mixed fatty. and rosin, acid i p I, v v These materials are fully disclosed-intheprior art; and their, preparation need, notbeelaboratedhere.

.Sincepthe organic ,morpholine derivatives described aboveare essentiallyoil immiscible, T it is necessary to dissolve them in solubilizing agent prior to their. additiontotheoil. .It has heen found that polyoxyethylene derivativesof long chain organic compounds containing active hydrogen areuseful' for-thisYpurpose. teri-als-whichhave been" foundparticularly. valuable in this capacity arethe *4 to 20 polyoxyethylene derivatives of long chain acids,- alc0hols,-- amides and amines which cohol containing at least three carbon atoms or a cyclic 1115161 ether thereof and R is an aliphatic organic radica Compounds containing the partial ester linkage includepolyoxyethylene SQIbitan mono-, di-, and trji-laurate, palm tate, stearate and oleate'. A

Figure refers to average number of mols of pplyoxyethyl- ,ene groups pen mp1. of acid, alcohol; ,amldepr amine.

be of the conventional petroleum base, lubricating grade. Their viscosities may vary through wide ranges epending upon the anticipated application. A particularly suitable oil for textile treatment is refined mineral oil having a viscosity of 50 Saybolt Universal seconds at 100 F. Such oils are available commercially from major oil companies and textile supply houses and are sol under such trade-marks as Sunvis 11, Topaz A and Absorbent K. Other oils of animal and vegetable origin may also be used for specialized applications.

The components are combined by melting the organic 'morpholinium compound and the solubilizer together. After solution is obtained, Frequently, it is advisable to warm the mineral oil slightly (to about 60 C.) prior to its addition. A few drops of water may be added to obtain a clear solution if the composition appears cloudy.

The proportion of components may vary widely depending on the nature of the textile and the particular operation for which it is being prepared. In general, the oil component may comprise from 70 to 90% of the final composition. The organic morpholinium derivative has been found effective at concentrations as low as 3%. However, 10% or more may be solubilized and suitably applied. The solubilizing component composes 7 to 20% of the finished composition and must be at least equal by weight to the amount of organic morpholinium derivative employed. Where a combination of polyoxyethylene derivatives and partial esters of long chain fatty acids with polyols is employed, the ratio of these components may vary The following examp invention. They are not inten A nylon conin ene stearic acid, sulfate and 867 ting the organic morph prepared by mel is heated to the stant agitation.

from 35:65 to 65:35.

Example I les are listed to illustrate the ded to limit it in any way.

g oil containing 10% of 4 polyoxyethyl- 4% of cetyl ethyl morpholiniurn ethoof 50 Saybolt refined mineral oil is olmium anti-static The mineral oil same temperature and added with concompositions may be prepared:

Following the procedure of Example I the following the oil is added with agitation.

COMPOSITION Mineral Example Oil Anti-static agent Solubilizer Percent II 86 4% of cetyl ethyl mor- 10% of 5 polyoxyethylene pholinium ethosuloctadecylamine. la e.

III 86 do 10% of fipolyoxyethylene lauryl alco 01. IV 86 do 3.5% of 20 polyoxyethylene sorbitan monolaurate and 6.5% of sorbitan monooleate. V 86 -.-..do 3.5% of 20 polyoxyethylene sorbitan monooleate and 6.5% of sorbitan monooleate.

VI 78.7 3.1% of cetyl ethyl 9.5% of 10 polyoxyethmorpholiniumethoylene sorbitan monosnliate. laurate and 7.6% of sorbitan monolaurate in 1.1% water.

VII 86.6 3.4% of cetyl ethyl 5% of 10 polyoxyethylene morpholinium ethotall oil acids and 5% of sulfate. sorbitan monooleate.

VIII 85.0 5% of cetyl ethyl mor- Do.

pholinium ethosulfate.

IX 84. 0 6% of cetyl ethyl mor- Do.

pholinium ethosulfate.

X 83. 0 7% of cetyl ethyl mor- Do.

pholininm ethosullate.

XI 82. 0 8% ol cetyl ethyl mor- Do.

plolinium ethosulin e.

XII 80.0 10% oicetylethylmor Do.

plolinlum ethosn fa e.

XIII 70.0 10% of soyalyl ethyl 20% oiBpolyoxyethylene morpholinium etho laurylamide. sulfate.

XIV 90.0 3% of lauryl methyl 7% of 4 polyoxyethylene morpholinium oleicacid. methosulfate.

These lubricating antistatic compositions may be apthe textile by the same means and with the same conventionally employed for oil application. To minimize electrostatic tendencies to a workable extent, it has been found desirable in extreme cases of which nylon is an example to deposit enough finish to comprise about 2% to 3% by weight of finish based on final treated textile. Where the static problem is not so acute, such as in the case of viscose rayon, as little as 'l% is effective. After the finishing composition has been applied and air dried it may be evaluated for electrostatic properties by rubbing twelve times with a glass rod to induce a charge and then, after observation and grounding, rubbing twelve times with a hard rubber rod to induce an opposite charge. Observations are given electrostatic ratings as indicated in Table II.

Table 11 plied to equipment Observation Sufficient electrostatic charge to cause a slight of a skem. 4 Sufficient electrostatic charge to cause considerable ballooning of a skein.

machine at the various applicator roll speeds as indi cated.

Electrostatic Applicator Rating Example Composition Roll speed (R. P. M.)

86.6% of refined mineral oil. 3.4i% 0f cetg; etlig lt morphoimume osu a e. Xv 5.0% of 10 polyoxyethylene 6 2 1 tall oil acids. 5.0% of sorbitan monooleate. VI Same as Example XV 6 1 1 XVII Same as Example XV 9 0 0 82.0% of refined mineral oil. 8.(i% of cetglll1 ethlyf lt morphollllllm e osu a e. 5.0% of 10 polyoxyethylene 3 0 0 am 5.0% of sorbitan monooleate. XIX Same as Example XV 6 0 0 XX Same as Example XVIII 9 0 0 While nylon has been demonstrated in detail above, other textiles may be finished in a similar manner. Electrostatlc properties of several are demonstrated below:

1 By single end application of the composition described in Example XII followed by air drying.

The compositions are widely useful for the purpose described above for textiles of synthetic or natural origin. It may be applied to fibers, staple fibers, felts, cords, threads, yarns, pellicles, filaments, fabrics and the like to textiles of animal, vegetable, mineral and synthetic origin. Among such substances may be mentioned cellulose acetate, regenerated cellulose, acrylic polymers and copolymers, vinyl polymers and copolymers, mixed copolymerization products of dibasic acids such as those of adipic acid and hexamethyldiamine, vinylidene, chloride polymers, the synthetic proteins, cotton, wool, glass, linen, asbestos and the like. The composition is also useful in the treating of hair.

It will be apparent to those skilled in the art that many variations are possible without departing from the scope of the invention.

We claim:

1. An oil soluble composition of matter comprising a compound of the formula:

Lower alkyl CH2-C2 2. The composition of matter as defined in claim 1 wherein the long chain organic compound containing active hydrogen is an alcohol.

he composition of matter as defined in claim 1 wherein the long chain organic compound containing active hydrogen is an acid.

he composition of matter as defined in claim 1 wherein the long chain organic compound containing active hydrogen is an amide.

he composition of matter as defined in claim 1 wherein the long chain organic compound containing active hydrogen is an amine.

composition of matter as defined in claim 1 wherein A is an ethosulfate radical.

7. An oil soluble composition of matter comprising from 3 to parts of a compound of the formula:

I Lower alkyl CH2- 0 H2 wherein R is a long chain aliphatic hydrocarbon radical containing from 11 to carbon atoms and A is an anion Lower mom-c wherein R is a long chain aliphatic hydrocarbon radical containing from 11 to 20 carbon atoms and A is an anion,

member of the class consistbeing selected from the acids, amides and amines, and a mixture of said polyoxyethylene derivative in conjunction with a hexrtan partial ester of acid, the ratio of the from 35:65 to :35.

9. The textile as defined in claim 8 wherein the textile is nylon.

10. The textile as defined in claim 8 wherein the textile is rayon.

11. The textile as defined in claim 8 wherein the textile is an acrylic polymer.

12. The textile as defined in claim 8 wherein the textile is glass.

13. The textile as is a synthetic protein.

14. The textile as defined chain organic an alcohol.

15. The textile as defined in claim 8 wherein the long chainfiorganic compound containing active hydrogen is an acr 16. The textile as defined in claim 8 wherein the long chain organic compound containing active hydrogen is an amide.

17. The textile as defined in claim 8 wherein the long chain organic compound containing active hydrogen is an amine.

group consisting of alcohols,

defined in claim 8 wherein the textile in claim 8 wherein the long compound containing active hydrogen is References Cited in the file of this patent UNITED STATES PATENTS 64Atlas, Surface Active Agents, 1948. 

1. AN OIL SOLUBLE COMPOSITION OF MATTER COMPRISING A COMPOUND OF THE FORMULA: 